Propiolamidines I. Syntheses of <I>N</I>,<I>N</I>′-Disubstituted Phenylpropiolamidines and New Routes to 5-<I>N</I>-Substituted Amino-3-phenylisoxazoles and 5-<I>N</I>-Substituted Amino-1,3-diphenylpyrazoles

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概要

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• <I>N</I>,<I>N</I>′-Disubstituted phenylpropiolamidines were synthesized from phenylacetylene and carbodiimides. They were inert toward nucleophiles in a neutral or basic medium, but reactive in an acidic one. They reacted in the presence of hydrogen chloride with hydroxylamine, hydrazine, and arylhydrazines to give 5-<I>N</I>-substituted amino-3-phenylisoxazoles, 5-<I>N</I>-substituted amino-3-phenylpyrazole and 5-<I>N</I>-substituted amino-1-aryl-3-phenylpyrazoles, respectively, by nucleophilic addition followed by cyclization. The reaction mechanism is discussed on the basis of the structures of these heterocyclic compounds.

• 公益社団法人 日本化学会の論文

著者

• Aoyama Akira

  Central Research Laboratories, Sankyo Co,, Ltd.

• Ichii Takeshi

  Central Research Laboratories, Sankyo Co,, Ltd.

関連論文

• A Novel Cleavage of Carbon-Carbon Triple Bond
• Propiolamidines I. Syntheses of N,N′-Disubstituted Phenylpropiolamidines and New Routes to 5-N-Substituted Amino-3-phenylisoxazoles and 5-N-Substituted Amino-1,3-diphenylpyrazoles

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